有机化学 ›› 2023, Vol. 43 ›› Issue (1): 130-155.DOI: 10.6023/cjoc202206035 上一篇    下一篇

综述与进展

九元氮杂环化合物合成最新研究进展

覃小婷, 邹宁, 农彩梅, 莫冬亮*()   

  1. 广西师范大学化学与药学学院 省部共建药用资源化学与药物分子工程国家重点实验室 桂林 541004
  • 收稿日期:2022-06-21 修回日期:2022-08-10 发布日期:2022-09-01
  • 通讯作者: 莫冬亮
  • 基金资助:
    国家自然科学基金(21871062); 国家自然科学基金(22071035)

Recent Advances on the Synthesis of Nine-Membered N-Heterocycles

Xiaoting Qin, Ning Zou, Caimei Nong, Dongliang Mo()   

  1. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004
  • Received:2022-06-21 Revised:2022-08-10 Published:2022-09-01
  • Contact: Dongliang Mo
  • Supported by:
    National Natural Science Foundation of China(21871062); National Natural Science Foundation of China(22071035)

九元氮杂环骨架广泛存在于天然产物和生物活性分子中, 其环系的刚性结构对这类分子的生物活性及药理活性的调控具有重要的作用, 是被广泛关注的中环化合物之一. 由于九元环的熵和环张力的增加, 其合成往往是有机合成中的难点, 特别是环上取代基立体化学的有效控制更是极大挑战之一. 综述了近年来九元氮杂环化合物合成的新策略和新方法, 以及这些策略和方法在合成含九元氮杂环骨架天然产物和药物分子中的应用.

关键词: 九元氮杂环, 中环化合物, 环化反应, 环加成反应, 扩环反应

Nine-membered N-heterocycle scaffolds are widely found in natural products and biologically active molecules. The rigid structure of the medium-sized ring plays important roles in the regulation of their biological and pharmacological activities. Therefore, nine-membered N-heterocycle is one of the most attractive medium-sized ring compounds. Because of the increasing entropy and ring extension of nine-membered ring skeleton, the synthesis of nine-membered N-heterocycles is still difficult; especially the effective control of substituent stereoselectivity for the nine-membered ring is one of the greatest challenging topics This review summarizes the novel synthetic strategies of nine-membered N-heterocycles and their applications in the synthesis of natural products and pharmaceutically active molecules containing nine-membered ring scaffold in recent years.

Key words: nine-membered N-heterocycles, medium-sized ring compounds, cyclization, cycloaddition, ring expansion